One Way

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One Way Price

CAD 376 CAD 900

Duration

2 h 29 m 11 h 30 m

Stops From Montreal

Departure From Montreal

6 AM - 12 PM

CAD 376

12 PM - 6 PM

CAD 460

After 6 PM

CAD 758

Arrival at Chicago

6 AM - 12 PM

CAD 416

12 PM - 6 PM

CAD 376

After 6 PM

CAD 460

Alliances & Airlines

Oneworld

(2)

SkyTeam

(2)

Star Alliance

(13)

Layover Airports

Layover Duration

47 m 7 h 0 m

Montreal To Chicago Flights

Book Montreal to Chicago flight tickets at lowest price. Get best deals on your upcoming Montreal to Chicago flights only on MakeMyTrip. Also Book Chicago to Montreal Flights. Currently 18 flights flying from Montreal to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Price last updated at 02 Jul 2026 02:40:48
Porter Airlines

CAD 376

Montreal to Chicago-Midway , 5 Jul

Porter Airlines PD | 2460 | Operated By Passaredo Transportes Aereos

10:35

Sun, 5 Jul 26

Montreal, Canada

01 h 23 m

11:58

Sun, 5 Jul 26

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines PD | 2393 | Operated By Passaredo Transportes Aereos

13:45

Sun, 5 Jul 26

Toronto, Canada

01 h 50 m

14:35

Sun, 5 Jul 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

CAD 430

CAD 416

Montreal to Chicago-Midway , 5 Jul

Delta Air Lines DL | 5056

06:00

Sun, 5 Jul 26

Montreal, Canada

02 h 03 m

08:03

Sun, 5 Jul 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 4684

08:50

Sun, 5 Jul 26

Terminal M

Detroit, United States

01 h 24 m

09:14

Sun, 5 Jul 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 468

CAD 452

Montreal to Chicago , 5 Jul

American Airlines AA | 5679

07:17

Sun, 5 Jul 26

Montreal, Canada

02 h 43 m

10:00

Sun, 5 Jul 26

Charlotte, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2908

11:01

Sun, 5 Jul 26

Charlotte, United States

02 h 18 m

12:19

Sun, 5 Jul 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

CAD 476

CAD 460

Montreal to Chicago , 5 Jul

United Airlines UA | 3600

06:10

Sun, 5 Jul 26

Montreal, Canada

02 h 40 m

07:50

Sun, 5 Jul 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 483

CAD 467

Montreal to Chicago , 5 Jul

American Airlines AA | 6011

13:05

Sun, 5 Jul 26

Montreal, Canada

01 h 48 m

14:53

Sun, 5 Jul 26

Terminal F

Philadelphia, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 3042

21:32

Sun, 5 Jul 26

Philadelphia, United States

02 h 58 m

23:30

Sun, 5 Jul 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 488

CAD 471

Montreal to Chicago , 5 Jul

Air Canada AC | 481

06:00

Sun, 5 Jul 26

Montreal, Canada

01 h 25 m

07:25

Sun, 5 Jul 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 5143 | Operated By United Airlines

08:45

Sun, 5 Jul 26

Terminal T1

Toronto, Canada

02 h

09:45

Sun, 5 Jul 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 601

Montreal to Chicago , 5 Jul

Air Canada AC | 3259 | Operated By United Airlines

09:45

Sun, 5 Jul 26

Montreal, Canada

02 h 35 m

11:20

Sun, 5 Jul 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 635

CAD 613

Montreal to Chicago , 5 Jul

United Airlines UA | 2298

09:45

Sun, 5 Jul 26

Montreal, Canada

02 h 35 m

11:20

Sun, 5 Jul 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 642

CAD 620

Montreal to Chicago , 5 Jul

Air Canada AC | 8477

08:50

Sun, 5 Jul 26

Montreal, Canada

02 h 29 m

10:19

Sun, 5 Jul 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 758

Montreal to Chicago , 5 Jul

Air Canada AC | 8481

13:15

Sun, 5 Jul 26

Montreal, Canada

02 h 40 m

14:55

Sun, 5 Jul 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago Address

Montreal Address

Montreal to Chicago Flights Information:-

Looking for Montreal to Chicago Flight? Here’s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 5 airlines operating flights between the two destinations and approximately 18 flights take off from Montreal to Chicago every week.

Need information on Montreal to Chicago airfare?

The minimum airfare for a Montreal to Chicago flight would be 376, which may go up to 863 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Montreal to Chicago

If you are looking for Montreal to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Air Canada, American Airlines, Delta Air Lines, Porter Airlines, United Airlines. Out of these, only 10 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Air Canada : 8, American Airlines : 8, Delta Air Lines : 8, Porter Airlines : 8, United Airlines : 8

To board the first Montreal to Chicago flight, choose Delta Air Lines, which departs at 06:00 The last flight for this route is United Airlines, departing at 18:30

Chicago Airport Information

Chicago Midway Intl

About Montreal (YMQ)

Rightly called as ‘Canada’s Cultural Capital,’ Montreal boasts of a rich heritage and a unique cultural diversity where tradition beautifully complements the cosmopolitan in every aspect of life. One of the best ways to explore this city is going on a walking tour to discover examples of classic architecture alongside modern skyscrapers and futuristic constructions. A Montreal tour gives tourists the opportunity to explore Parc Jean-Drapeau, known for its beautiful green spaces and a majestic outdoor performance venue; enjoy a scintillating live performance at the iconic Rialto Theatre or indulge in ice skating or water sports in one of the many recreational centres. Old Montreal, which houses a number of historical buildings and museums, offer a detailed insight into the glorious past of this place. Located at the corner of Saint Sulpice Street, the Notre Dame Basilica is one of the finest architectural marvels of Old Montreal. A very interesting place for tourists to visit in Montreal is Biosphere, Environment Museum- a modern architectural masterpiece that serves as a venue for displays and exhibitions on environmental awareness and related issues. The city offers a variety of outdoor activities round the year and also hosts a good selection of unique cultural festivals, as well. Travellers can book an affordable and exciting travel package from MakeMyTrip to discover the attractions of this city conveniently.

About Chicago (CHI)

Chicago is a dazzling city that captivates visitors with its vibrant atmosphere and stunning architecture. For travelers from Canada, Chicago offers an array of experiences, from world-class museums to picturesque waterfront parks. The city's rich cultural heritage and dynamic arts scene make it a must-visit destination.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city is alive with festivals. Summers can be warm and bustling, while winters are cold and snowy, perfect for those who enjoy winter sports.

Getting There

Chicago is served by two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). There are numerous flights to Chicago from Canada, including direct flights from Toronto, Vancouver, and Montreal. Ensure you have a valid passport and check visa requirements before booking your flight. Airlines such as Air Canada and United Airlines offer cheap flights to Chicago, making it accessible for Canadian travelers.

Where to Stay

Chicago boasts a wide range of accommodation options to suit all budgets. For luxury, consider staying in the Magnificent Mile area, home to upscale hotels and designer boutiques. Budget travelers can find affordable options in neighborhoods like Lincoln Park and Wicker Park. The Loop, Chicago's downtown area, is ideal for tourists wanting to be close to major attractions.

Must-See Places & Experiences

Chicago is renowned for its iconic landmarks and cultural institutions. Don't miss:
• The Art Institute of Chicago
• Millennium Park and the famous Cloud Gate sculpture
• Navy Pier, offering entertainment and stunning lake views
• Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
• The Magnificent Mile for shopping
• Willis Tower Skydeck for breathtaking city views

Local Transportation

Chicago's public transportation system is efficient and easy to navigate. The Chicago Transit Authority (CTA) operates buses and trains that connect the city and suburbs. Taxis and ride-sharing services like Uber and Lyft are readily available. For a scenic option, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Be sure to try local specialties such as deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. The city offers a variety of dining options, from Michelin-starred restaurants to casual eateries. Recommended spots include:
• Lou Malnati's Pizzeria for deep-dish pizza
• Portillo's for Chicago-style hot dogs
• Alinea for an upscale dining experience

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
• Useful Apps: Download the CTA Transit app for public transport information and OpenTable for restaurant reservations

Start planning your trip and book your Chicago flight today. With so much to offer, Chicago is a city that promises unforgettable experiences for Canadian travelers.

Frequently Asked Questions - Montreal to Chicago Flights

Can I find cheap accommodation near to airport when travelling from Montreal to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

Can I cancel my ticket from Montreal to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Is there a way to make flexible departure date bookings for your Montreal to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Montreal to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Which airlines offer cheapest airfare from Montreal to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Montreal to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Montreal to Chicago.

How do MakeMyTrip finds the lowest available dare for flights from Montreal to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

What is the best time to book cheap flight tickets from Montreal to Chicago?

To get cheap flight tickets from Montreal to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Montreal (YMQ) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Is passport mandatory to travel from Montreal to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.